ChemicalBook CAS DataBase List 1H-Pyrrolo[3,2-b]pyridine, 5-(trifluoroMethyl)-

1H-Pyrrolo[3,2-b]pyridine, 5-(trifluoroMethyl)- synthesis

4synthesis methods

Product Name:1H-Pyrrolo[3,2-b]pyridine, 5-(trifluoroMethyl)-
CAS Number:1190315-94-6
Molecular formula:C8H5F3N2
Molecular Weight:186.13

3-Pyridinamine, 2-ethynyl-6-(trifluoromethyl)-

1420070-38-7
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1H-Pyrrolo[3,2-b]pyridine, 5-(trifluoroMethyl)-

1190315-94-6
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Yield:1190315-94-6 64%

Reaction Conditions:

with potassium tert-butylate in 1-methyl-pyrrolidin-2-one at 20;Inert atmosphere;

Steps:

35 PREPARATION 35 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine

Potassium tert-butoxide (228 mg, 2.03 mmol) was suspended in 0.5 ml 1-methyl-2-under nitrogen atmosphere. A solution of the title compound of Preparation 34 (180 mg, 0.97 mmol) in 0.5 ml 1-methyl-2-pyrrolidinone was added and the mixture was stirred at room temperature overnight. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with water, brine, dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The resulting residue was purified using the Isolera Purification System ( ether-hexane gradient, 0:100 rising to 50:50) to give 115 mg (0.62 mmol, 64%) of the title compound as a white solid. Purity 99%. [0346] ¹H NMR (300 MHz, CHLOROFORM-d) δ ppm 8.66 (br. s., 1 H), 7.83 (d, J=8.51 Hz, 1 H), 7.62 (t, J=3.02 Hz, 1 H), 7.55 (d, J=8.51 Hz, 1 H), 6.84 - 6.92 (m, 1 H). [0347] UPLC/MS (3 min) retention time 1.23 min. [0348] LRMS: m/z 187 (M+1).

References:

EP2548876,2013,A1 Location in patent:Paragraph 0345-0348

106877-33-2
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$8.00/1g

1190315-94-6
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References

2-Bromo-6-trifluoromethyl-pyridin-3-ylamine

117519-16-1
95 suppliers
$18.00/100mg

1190315-94-6
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References

3-Pyridinamine, 6-(trifluoromethyl)-2-[2-(trimethylsilyl)ethynyl]-

1420070-37-6
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1190315-94-6
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References